Organic light-emitting device

Patent metadata

Field	Value
Publication number	US-9896621-B2
Application number	US-201514923850-A
Country	US
Kind code	B2
Filing date	Oct 27, 2015
Priority date	Mar 6, 2015
Publication date	Feb 20, 2018
Grant date	Feb 20, 2018

Abstract

An organic light-emitting device includes a first electrode, a second electrode facing the first electrode, an emission layer between the first electrode and the second electrode, a hole transport region between the first electrode and the emission layer, and an electron transport region between the second electrode and the emission layer. The hole transport region includes a first compound represented by one of Formulae 1A, 1B, and 1C, and the electron transport region includes a second compound represented by one of Formulae 40A and 40B:

First claim

What is claimed is:

1. An organic light-emitting device, comprising:
a first electrode;
a second electrode facing the first electrode;
an emission layer between the first electrode and the second electrode;
a hole transport region between the first electrode and the emission layer; and
an electron transport region between the second electrode and the emission layer,
wherein the hole transport region includes a first compound represented by one of Formulae 1A, 1B, and 1C, and
the electron transport region includes a second compound represented by one of Formulae 40A and 40B:

wherein, in Formulae 1A, 1B, 1C, 40A, and 40B,
X 41 is N or C-(L 41 ) a41 -(R 41 ) b41 , X 42 is N or C-(L 42 ) a42 -(R 42 ) b42 , X 43 is N or C-(L 43 ) a43 -(R 43 ) b43 , X 44 is N or C-(L 44 ) a44 -(R 44 ) b44 , and at least one selected from X 41 to X 44 is N;
X 51 is N or C-(L 51 ) a51 -(R 51 ) b51 , X 52 is N or C-(L 52 ) a52 -(R 52 ) b52 , X 53 is N or C-(L 53 ) a53 -(R 53 ) b53 , and at least one selected from X 51 to X 53 is N;
L 1 to L 12 are each independently selected from a substituted or unsubstituted C 3 -C 10 cycloalkylene group, a substituted or unsubstituted C 1 -C 10 heterocycloalkylene group, a substituted or unsubstituted C 3 -C 10 cycloalkenylene group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenylene group, a substituted or unsubstituted C 6 -C 60 arylene group, a substituted or unsubstituted C 1 -C 60 heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group;
L 41 to L 46 and L 51 to L 57 are each independently selected from a substituted or unsubstituted C 3 -C 10 cycloalkylene group, a substituted or unsubstituted C 3 -C 10 cycloalkenylene group, a substituted or unsubstituted C 6 -C 60 arylene group, and a substituted or unsubstituted divalent non-aromatic condensed polycyclic group;
a1 to a12, a41 to a46, and a51 to a57 are each independently an integer selected from 0 to 3;
Ar 1 to Ar 8 , R 41 to R 46 , and R 51 to R 57 are each independently selected from a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group;
Ar 1 and Ar 2 are optionally linked to each other to form a saturated or unsaturated ring, Ar 3 and Ar 4 are optionally linked to each other to form a saturated or unsaturated ring, Ar 5 and Ar 6 are optionally linked to each other to form a saturated or unsaturated ring, and Ar 7 and Ar 8 are optionally linked to each other to form a saturated or unsaturated ring;
at least one of R 41 to R 46 or at least one of R 51 to R 57 is selected from a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group;
b1 to b8, b41 to b46, and b51 to b57 are each independently an integer selected from 1 to 4;
R 1 to R 12 and R 58 to R 60 are each independently selected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl group, a substituted or unsubstituted C 1 -C 60 alkoxy group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, and —Si(Q 1 )(Q 2 )(Q 3 );
R 11 and R 12 are optionally linked to each other to form a saturated or unsaturated ring;
c1 to c10 are each independently an integer selected from 0 to 4;
n1 to n4 and n7 to n10 are each independently an integer selected from 0 to 4, and n5 and n6 are each independently an integer selected from 0 to 5, provided that n1+n2+n3+n4 is 1 or more, n5+n6+n7+n8 is 1 or more, and n9+n10 is 1 or more;
at least one of substituents of the substituted C 3 -C 10 cycloalkylene group, substituted C 1 -C 10 heterocycloalkylene group, substituted C 3 -C 10 cycloalkenylene group, substituted C 1 -C 10 heterocycloalkenylene group, substituted C 6 -C 60 arylene group, substituted C 1 -C 60 heteroarylene group, substituted divalent non-aromatic condensed polycyclic group, substituted divalent non-aromatic condensed heteropolycyclic group, substituted C 1 -C 60 alkyl group, substituted C 2 -C 60 alkenyl group, substituted C 2 -C 60 alkynyl group, substituted C 1 -C 60 alkoxy group, substituted C 3 -C 10 cycloalkyl group, substituted C 1 -C 10 heterocycloalkyl group, substituted C 3 -C 10 cycloalkenyl group, substituted C 1 -C 10 heterocycloalkenyl group, substituted C 6 -C 60 aryl group, substituted C 6 -C 60 aryloxy group, substituted C 6 -C 60 arylthio group, substituted C 1 -C 60 heteroaryl group, substituted monovalent non-aromatic condensed polycyclic group, and substituted monovalent non-aromatic condensed heteropolycyclic group is selected from:
a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, and a C 1 -C 60 alkoxy group;
a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, and a C 1 -C 60 alkoxy group, each substituted with at least one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group(aryloxy), a C 6 -C 60 arylthio group(arylthio), a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, and —Si(Q 11 )(Q 12 )(Q 13 );
a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 2 -C 60 heteroaryl group, a monovalent non-aromatic cond

Assignees

• Samsung Display Co Ltd

Inventors

• Kim Myeong Suk
• Kim Tae Kyung
• Kim Sung Wook
• Cho Hwan Hee
• Chu Chang Woong

Classifications

• H01L51/0067

  Electricity · mapped topic

• H01L51/0052

  Electricity · mapped topic

• H01L51/5072

  Electricity · mapped topic

• H01L51/5056

  Electricity · mapped topic

• C07C211/49

  having at least two amino groups bound to the carbon skeleton · CPC title